7-[(3,3-Dimethyloxiran-2-yl)methoxy]-8-methoxychromen-2-one

Details

• Internal ID: f7fa3adf-dd17-4ed0-bbd4-4c779d18b7ec
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 7-[(3,3-dimethyloxiran-2-yl)methoxy]-8-methoxychromen-2-one
• SMILES (Canonical): CC1(C(O1)COC2=C(C3=C(C=C2)C=CC(=O)O3)OC)C
• SMILES (Isomeric): CC1(C(O1)COC2=C(C3=C(C=C2)C=CC(=O)O3)OC)C
• InChI: InChI=1S/C15H16O5/c1-15(2)11(20-15)8-18-10-6-4-9-5-7-12(16)19-13(9)14(10)17-3/h4-7,11H,8H2,1-3H3
• InChI Key: NTYKRQIXCOEXST-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 57.30 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.36
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9733	97.33%
Caco-2	+	0.7588	75.88%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6755	67.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9387	93.87%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6037	60.37%
P-glycoprotein inhibitior	-	0.7189	71.89%
P-glycoprotein substrate	-	0.7670	76.70%
CYP3A4 substrate	-	0.5185	51.85%
CYP2C9 substrate	-	0.6882	68.82%
CYP2D6 substrate	-	0.8382	83.82%
CYP3A4 inhibition	-	0.7279	72.79%
CYP2C9 inhibition	-	0.8043	80.43%
CYP2C19 inhibition	+	0.5165	51.65%
CYP2D6 inhibition	-	0.8359	83.59%
CYP1A2 inhibition	+	0.5241	52.41%
CYP2C8 inhibition	-	0.5892	58.92%
CYP inhibitory promiscuity	-	0.6627	66.27%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6083	60.83%
Eye corrosion	-	0.9834	98.34%
Eye irritation	-	0.8530	85.30%
Skin irritation	-	0.8077	80.77%
Skin corrosion	-	0.9651	96.51%
Ames mutagenesis	-	0.7537	75.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7740	77.40%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.7246	72.46%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.4521	45.21%
Acute Oral Toxicity (c)	III	0.6222	62.22%
Estrogen receptor binding	+	0.8878	88.78%
Androgen receptor binding	+	0.7629	76.29%
Thyroid receptor binding	+	0.6097	60.97%
Glucocorticoid receptor binding	+	0.5828	58.28%
Aromatase binding	+	0.6466	64.66%
PPAR gamma	+	0.6970	69.70%
Honey bee toxicity	-	0.8996	89.96%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9416	94.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.57%	94.00%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	88.47%	96.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.79%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.72%	91.11%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	85.23%	94.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.63%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.99%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	83.76%	94.75%
CHEMBL4040	P28482	MAP kinase ERK2	83.34%	83.82%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.63%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.21%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	80.87%	94.73%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.42%	96.00%

Plants that contains it

• Artemisia laciniata

Cross-Links

• PubChem: 162901360
• LOTUS: LTS0004966
• wikiData: Q105185756